반응 #417970

ord-de26211d84ef4f39a152704ee6299ee7

반응 방정식

CC(=O)O
Acetic acid
O=[N+]([O-])c1ccc(Br)c(OCCOc2ccccc2)c1
25b
O=[N+]([O-])c1ccc(Br)c(OCCOc2ccccc2)c1
1-bromo-4-nitro-2-(2-phenoxy-ethoxy)-benzene
Nc1ccc(Br)c(OCCOc2ccccc2)c1
aniline
수율 84.0%
Nc1ccc(Br)c(OCCOc2ccccc2)c1
4-bromo-3-(2-phenoxy-ethoxy)-phenylamine
수율 84.0%

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    여과The mixture was filtered
  2. 2
    workup.DISTILLATIONthe solvent distilled off under reduced pressure
  3. 3
    기타the crude was purified by flash column chromatography

실험 절차

Acetic acid (1.068 mL, 18 mmol) was added to the mixture of 25b (600 mg, 1.8 mmol) and zinc dust (1.157 g, 18.0 mmol) in ethanol (10 mL) at 0° C. The reaction mixture was warmed to room temperature and stirred for 4 hrs. The mixture was filtered, the solvent distilled off under reduced pressure and the crude was purified by flash column chromatography to obtain the aniline 25c in 84% yield.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08877752B2uspto-grants-2014_11